| Australia New South Wales U20 League | 2024/03/09 07:40 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2023/05/20 06:10 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2023/02/05 01:45 | Sydney Olympic U20 v Sutherland Sharks U20 | D | 1-1 |
| Australia New South Wales U20 League | 2022/06/26 03:45 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 4-1 |
| Australia New South Wales U20 League | 2022/04/09 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2021/05/01 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 0-4 |
| Australia Friendlies | 2020/02/15 03:22 | Sutherland Sharks U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/05/25 06:33 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/08/04 03:00 | Blacktown City U20 v Sydney Olympic U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/07/27 09:30 | NWS Spirit FC U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/07/22 09:30 | Sydney Olympic U20 v Manly United U20 | L | 1-4 |
| Australia New South Wales U20 League | 2024/07/19 09:00 | Sydney Olympic U20 v Rockdale Ilinden FC U20 | L | 2-3 |
| Australia New South Wales U20 League | 2024/07/12 09:00 | Sydney Olympic U20 v Central Coast Mariners U20 | L | 0-5 |
| Australia New South Wales U20 League | 2024/07/07 03:00 | Wollongong Wolves U20 v Sydney Olympic U20 | W | 0-3 |
| Australia New South Wales U20 League | 2024/06/21 09:00 | Sydney Olympic U20 v Apia L Tigers U20 | L | 0-2 |
| Australia New South Wales U20 League | 2024/06/11 09:30 | Marconi Stallions U20 v Sydney Olympic U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/07/29 09:30 | Manly United U20 v Sutherland Sharks U20 | L | 2-0 |
| Australia New South Wales U20 League | 2024/07/20 08:30 | Sutherland Sharks U20 v Sydney FC U20 | L | 1-4 |
| Australia New South Wales U20 League | 2024/07/16 09:31 | Sutherland Sharks U20 v Sydney United U20 | L | 0-4 |
| Australia New South Wales U20 League | 2024/07/11 10:00 | NWS Spirit FC U20 v Sutherland Sharks U20 | L | 4-1 |
| Australia New South Wales U20 League | 2024/07/07 09:30 | Apia L Tigers U20 v Sutherland Sharks U20 | W | 0-2 |
| Australia New South Wales U20 League | 2024/07/04 09:30 | Wollongong Wolves U20 v Sutherland Sharks U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/06/22 07:00 | Marconi Stallions U20 v Sutherland Sharks U20 | L | 1-0 |
| Australia New South Wales U20 League | 2024/06/08 04:10 | Sutherland Sharks U20 v Blacktown City U20 | L | 1-5 |